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Merck
CN

P73404

Pyrrole-2-carboxaldehyde

98%

Synonym(s):

2-Formylpyrrole

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About This Item

Empirical Formula (Hill Notation):
C5H5NO
CAS Number:
Molecular Weight:
95.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
213-705-5
Beilstein/REAXYS Number:
105745
MDL number:
Assay:
98%
Form:
crystals
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Product Name

Pyrrole-2-carboxaldehyde, 98%

InChI

1S/C5H5NO/c7-4-5-2-1-3-6-5/h1-4,6H

InChI key

ZSKGQVFRTSEPJT-UHFFFAOYSA-N

SMILES string

[H]C(=O)c1ccc[nH]1

assay

98%

form

crystals

bp

217-219 °C (lit.)

mp

43-46 °C (lit.)

storage temp.

2-8°C

Quality Level

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Application


  • Pyrimidine-based functional fluorescent organic nanoparticle probe for detection of Pseudomonas aeruginosa.: This study used pyrrole-2-carboxaldehyde to develop a fluorescent nanoparticle probe based on pyrimidine for detecting Pseudomonas aeruginosa, enhancing diagnostic capabilities in microbiology (Kaur G et al., 2015).


General description

Pyrrole-2-carboxaldehydesis a heterocyclic building blocks characterized by a pyrrole ring with a formylgroup attached at the 2-position used in the production of various biologicallyactive compounds. Highly functionalized pyrrole-2-carboxaldehydes have beenutilized as an intermediate in the creation of oligopyrrole macrocycles.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

224.6 °F - closed cup

flash_point_c

107 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Corey A Rice et al.
The Journal of chemical physics, 126(13), 134313-134313 (2007-04-14)
Intermolecular interactions relevant for antiparallel beta-sheet formation between peptide strands are studied by Fourier transform infrared spectroscopy of the low temperature, vacuum-isolated model compound pyrrole-2-carboxaldehyde and its dimer in the N-H and C=O stretching range. Comparison to quantum chemical predictions
Michiko Kimoto et al.
Nucleic acids research, 35(16), 5360-5369 (2007-08-19)
Fluorescent labeling of nucleic acids is widely used in basic research and medical applications. We describe the efficient site-specific incorporation of a fluorescent base analog, 2-amino-6-(2-thienyl)purine (s), into RNA by transcription mediated by an unnatural base pair between s and
Takumi Ishizuka et al.
Chemical communications (Cambridge, England), 48(88), 10835-10837 (2012-10-04)
Toward new biotechnology by genetic alphabet expansion, we developed an efficient site-specific labeling method for large RNA molecules. The combination of unnatural base pair transcription and post-transcriptional modification by click chemistry enables simple RNA labeling with a wide variety of
Tsuneo Mitsui et al.
Journal of the American Chemical Society, 125(18), 5298-5307 (2003-05-02)
An unnatural hydrophobic base, pyrrole-2-carbaldehyde (denoted as Pa), was developed as a specific pairing partner of 9-methylimidazo[(4,5)-b]pyridine (Q). The Q base is known to pair with 2,4-difluorotoluene (F) as an isostere of the A-T pair, and F also pairs with
Aaron R Coffin et al.
The Journal of organic chemistry, 71(17), 6678-6681 (2006-08-12)
A regiocontrolled synthesis of 3,4-disubstituted pyrrole-2-carboxaldehydes was completed in two steps from acyclic starting materials. A Barton-Zard pyrrole synthesis between N-methoxy-N-methyl-2-isocyanoacetamide and alpha-nitroalkenes or beta-nitroacetates provided N-methoxy-N-methyl pyrrole-2-carboxamides (pyrrole Weinreb amides), which were converted into the corresponding pyrrole-2-carboxaldehydes by treatment

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